The 30 Best Holiday Rentals in Caribbean Islands

Ranked 1 out of 14,944 in the region, as well as being 1 of 145 for holiday rentals in Bouillante.

• “Amazing lodge in the Guadeloupe rain forest”
• “A magnificient and authentic gem, the best ecolodge of Guadeloupe”
• “Great location with a wonderful garden”
• See more reviews of Rêve Et Alizé - Gites de charme

Ranked 2 out of 14,944 in the region, as well as being 1 of 59 for holiday rentals in Schœlcher.

• “Perfect stay for a Martinique vacation!”
• “Fantastic accommodation with easy access to a lovely beach and an amazing host”
• “Our stay at La Plage was absolutely incredible!”
• See more reviews of LA PLAGE MARTINIQUE

Ranked 3 out of 14,944 in the region, as well as being 1 of 26 for holiday rentals in Noord.

• “Lina is a great host and gave us a lot of suggestions.”
• “Wonderful stay. The owner was very kind and always available for any needs.”
• “”
• See more reviews of Beach Homes Aruba

Ranked 4 out of 14,944 in the region, as well as being 2 of 145 for holiday rentals in Bouillante.

• “10 stars is not enough :-) The most beautiful accommodation...”
• See more reviews of LES HAUTS DE LA BAIE

Ranked 5 out of 14,944 in the region, as well as being 1 of 12 for holiday rentals in Gros-Morne.

• “Kind, generous hosts. Excellent value for money.”
• “Nice apartment, friendly owner. If you rent a car a perfect place to stay.”
• “A place where you feel sincerely welcome and like to go back.”
• See more reviews of La Jandyra

Ranked 6 out of 14,944 in the region, as well as being 1 of 142 for holiday rentals in Palm-Eagle Beach.

• “”
• “”
• “Hidden gem Piece of Paradise”
• See more reviews of Piece of Paradise

Ranked 7 out of 14,944 in the region, as well as being 1 of 243 for holiday rentals in Willemstad.

• “”
• “Had an amazing time thanks to Ravi & Carlos. They’re the best!”
• “Great location, perfect to go with family.”
• See more reviews of Xanadu Apartments at Blue Bay Golf & Beach Resort

Ranked 8 out of 14,944 in the region, as well as being 1 of 68 for holiday rentals in Pointe-Noire.

• “Four days in paradise”
• “This place is created with love and attention to detail, it is like living in a fairytale.”
• “It will be one of the best stays of your life and enrich your experience in Guadeloupe”
• See more reviews of West Indies Cottage

Ranked 9 out of 14,944 in the region, as well as being 1 of 257 for holiday rentals in San Juan.

• “Nice house near the sea in safe and quiet environment”
• “Ms Susan was the best host!”
• “Amazing apartment! Nice, supercute and very comfortable.”
• See more reviews of CozyBeach large 1BdrApt 50 steps from Atlantic Ocean private street between Ocean Park & Isla Verde 5 mins from Airport

Ranked 10 out of 14,944 in the region, as well as being 1 of 126 for holiday rentals in Santo Domingo.

• “”
• “Very comfortable and cozy apartment. We really enjoyed our stay.”
• “Excellent location with fair value!”
• See more reviews of Hermoso refugio céntrico

Ranked 11 out of 14,944 in the region, as well as being 2 of 142 for holiday rentals in Palm-Eagle Beach.

• “The apartment was in a quiet area.”
• “”
• “ONE OF THE BEST PLACES I'VE EVER BEEN”
• See more reviews of Gray Door Apartments - Adults only

Ranked 12 out of 14,944 in the region, as well as being 2 of 243 for holiday rentals in Willemstad.

• “”
• “A convenient place to stay in Curacao”
• “This ws an efficient and pleasant stay in a fabulous location. The WI-FI signal was strong and reliable allowing for eff”
• See more reviews of New Modern Apartment

Ranked 13 out of 14,944 in the region, as well as being 2 of 40 for holiday rentals in Isabela.

• “”
• “Everything about the place was great the space and the area.”
• “It was amazing host was sweet and people we nice”
• See more reviews of My dulce hogar

Ranked 14 out of 14,944 in the region, as well as being 1 of 19 for holiday rentals in Goyave.

• See more reviews of O'Parad'îles

Ranked 15 out of 14,944 in the region, as well as being 1 of 40 for holiday rentals in Soufrière.

• “everything great!”
• “This was our second stay at Suite Spot because we loved our...”
• “Clean and comfortable 😌 👌”
• See more reviews of The Suite Spot Apartment - Private Paradise Stay

Ranked 16 out of 14,944 in the region, as well as being 1 of 509 for holiday rentals in Saint-François.

• “Everything was perfect.”
• See more reviews of Résidence Les Raisins Clairs - Villas standing 4 étoiles , vue sur mer panoramique & piscine à débordement

Ranked 17 out of 14,944 in the region, as well as being 3 of 142 for holiday rentals in Palm-Eagle Beach.

• “”
• “No podía ser mejor ❤️”
• “I really liked this apartment!”
• See more reviews of Hideout Suites - from Eagle Beach

Ranked 18 out of 14,944 in the region, as well as being 1 of 175 for holiday rentals in Deshaies.

• “A place you’ll remember forever”
• “Sheer perfection, cannot wait to return”
• “Perfect stay with lovely hosts”
• See more reviews of Location Open Sky

Ranked 19 out of 14,944 in the region, as well as being 4 of 142 for holiday rentals in Palm-Eagle Beach.

• “”
• “”
• “Incredible accommodation just like 6 minute walk from Aruba´s best beach! (Eagle Beach)”
• See more reviews of Studios 11and11Aruba

Ranked 20 out of 14,944 in the region, as well as being 1 of 5 for holiday rentals in Méro.

• “”
• “Great place great people”
• “It was perfect and amazing!”
• See more reviews of Caribbean Sea View Holiday Apartments

Ranked 21 out of 14,944 in the region, as well as being 5 of 142 for holiday rentals in Palm-Eagle Beach.

• “We've stayed at fancy all-inclusives but our stay at Semerel Apartment by are much better.”
• “We had a great stay with Helena.”
• “Our stay was great!”
• See more reviews of SEMEREL APARTMENT

Ranked 22 out of 14,944 in the region, as well as being 1 of 1 for holiday rentals in Santa Maria.

• “”
• “Communication with the host was superb.”
• “Great apartment, clean and comfortable.”
• See more reviews of Pearl of the East in Ceiba with Ocean View and Private Rooftop

Ranked 23 out of 14,944 in the region, as well as being 6 of 142 for holiday rentals in Palm-Eagle Beach.

• “”
• “”
• “”
• See more reviews of Bida Marino Residence Aruba

Ranked 24 out of 14,944 in the region, as well as being 1 of 66 for holiday rentals in Trois-Rivières.

• “The view is incredible!”
• See more reviews of Le Bananier Rouge

Ranked 25 out of 14,944 in the region, as well as being 7 of 142 for holiday rentals in Palm-Eagle Beach.

• “”
• “We had a wonderful time and would rent here again.”
• “Great”
• See more reviews of O Condominium Beachfront Residences, by Bocobay Aruba

Ranked 26 out of 14,944 in the region, as well as being 1 of 143 for holiday rentals in La Trinité.

• “The best place to stay in Martinique as it has a lovely and cosy flat, great pool with an amazing view and kind hosts.”
• See more reviews of Le CAILLOU

Ranked 27 out of 14,944 in the region, as well as being 1 of 31 for holiday rentals in Vieux-Habitants.

• “Nice stay in very peaceful surroundings”
• “Enchanting and very comfortable❣️”
• See more reviews of les écolo-gîtes de l'Habitation Laurichesse

Ranked 28 out of 14,944 in the region, as well as being 2 of 68 for holiday rentals in Pointe-Noire.

• “wish we could have stayed (a lot) longer”
• “Quiet, peaceful time with low-key, interesting things to do each day.”
• “Fabulous, stunning, peaceful, relaxing place!”
• See more reviews of Le Bougainvillier Blanc

Ranked 29 out of 14,944 in the region, as well as being 1 of 26 for holiday rentals in Aguada.

• “”
• “Perfect”
• “Great play to relax.”
• See more reviews of Beautiful Ocean Front Villa

Ranked 30 out of 14,944 in the region, as well as being 1 of 47 for holiday rentals in Bridgetown.

• “Hassle free, easy access to shopping facilities”
• “Seamless Stay with Excellent Service”
• “The studio has everything you need”
• See more reviews of Scarlett Studios 2 - US Embassy Appt 7 mins drive-Lloyd Erskine Sandiford Centre & Ross Uni 5 mins drive - Only the 1 night package includes Airport and Embassy roundtrip